When you think about what makes a city stand out, the sports and education scene usually top the list in Boston.
With legendary teams like the Red Sox and Bruins, and institutions like Harvard and MIT just around the corner, it’s no wonder people love to visit or call it home.
But there’s more to the city than just sports and academia.
The culture runs deep, and every neighborhood feels like its own little world, filled with quirky shops, historical sites, and great food.
You can easily spend a weekend exploring everything from museums to food markets, or just kicking back with a great cocktail in hand.
Let’s see what this city has for us this weekend.
Best Events in Boston This Weekend(September 21st and September 22nd)
- Oktoberfest at Dorchester Brewing Co.
- Mystic River Celebration
- What the Fluff? Festival
- CollegeFest 2024
- Harvard Crimson vs. Stetson Hatters Football Game
- Bowling for Soup Concert
1. Oktoberfest at Dorchester Brewing Co.
| Event Name | Oktoberfest at Dorchester Brewing Co. |
|---|---|
| Date | September 21, 2024 |
| Time | 11:30 AM – 11:00 PM |
| Location | 1250 Massachusetts Ave, Boston, MA |
| Admission | Free |
| Website | Dorchester Brewing Oktoberfest |
| Parking | Free on-street parking |
| Activities | Beer flights, food specials, contests |
They’ll have liter pours of German beers, exclusive beer flights, and food specials like pretzels, brats, and giant turkey legs.
Oh, and if you’re an animal lover, check out their Pups & Pints dog adoption event from 2 PM to 4 PM.
You might just leave with a new furry friend along with a beer buzz.
You can easily spend the whole day here, from grabbing some BBQ to participating in contests and enjoying the music.
It’s free to enter, but come hungry and thirsty because you’ll want to try everything.
If you’re thinking of making it, better check out the official link above for all the event details and any last-minute updates.
Here’s a fun fact that not everyone knows: Boston is also known for its cocktails. The city has some seriously impressive bars, many of which have made a name for themselves with their signature drinks. If you’re into mixing up something special at home, you’ll find that the Boston Shaker is one of the most common tools for making cocktails around the world.
2. Mystic River Celebration
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| Event Name | Mystic River Celebration |
|---|---|
| Date | September 21, 2024 |
| Time | 12:00 PM – 4:00 PM |
| Location | Condon Shell, 2501 Mystic Valley Pkwy, Medford, MA |
| Admission | Free |
| Website | Mystic River Celebration |
| Parking | Free parking along Winthrop Street, biking encouraged |
It’s basically the biggest arts festival in the area, so if you’re into live performances, checking out local crafts, and enjoying food, this is the spot to be.
The event runs from 12 PM to 4 PM, so you’ve got a solid afternoon of activities lined up.
There’s going to be something for everyone.
The live music lineup includes a mix of local talent, from surf rock by Matt Heaton and the Electric Heaters to a performance by the Tufts Bhangra Dance Troupe.
Alongside the performances, you can browse a bunch of artisan vendors, offering everything from custom woodwork to abstract paintings and handmade jewelry.
3. What the Fluff? Festival
| Event Name | What the Fluff? Festival 2024 |
|---|---|
| Date | September 21, 2024 |
| Time | 2:00 PM – 6:00 PM |
| Location | Union Square, Somerville, MA |
| Admission | Free |
| Website | What the Fluff? Festival |
| Parking | Street parking, biking encouraged |
Taking place in Union Square, the festival honors the city’s innovative spirit with live music, fluff-inspired food, zany games, and all-around silliness.
Expect everything from Fluff-themed food stalls to wild contests like Fluff jousting and Fluff musical chairs.
The festival brings together tons of local vendors selling crafts, food, and Fluff-inspired goodies, so there’s something for everyone.
If you’re in the mood for something sweet and sticky, this festival has got you covered.
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And yes, there will be Fluff cocktails at participating spots for those who want to indulge a little more creatively.
4. CollegeFest 2024
| Event Name | CollegeFest 2024 |
|---|---|
| Date | September 22, 2024 |
| Time | 11:00 AM – 5:00 PM |
| Location | Citizens House of Blues, 15 Lansdowne St, Boston, MA |
| Admission | Free (college students only) |
| Link | CollegeFest 2024 |
| Parking | Street parking and nearby garages |
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Not only do you get to hang out with your friends and explore interactive booths from top brands, but there’s also a ton of free swag and giveaways up for grabs.
Expect to see brands like Monster Energy, Dunkin’, and more, all dishing out freebies.
You can also enter to win bigger prizes like concert tickets and gift cards just for attending.
There’ll be live performances to keep the energy going all day, and it’s a great chance to meet fellow students from all around the Boston area.
Make sure to bring your college ID, as that’s your ticket.
5. Harvard Crimson vs. Stetson Hatters Football Game
| Event Name | Harvard Crimson vs. Stetson Hatters |
|---|---|
| Date | September 21, 2024 |
| Time | 12:00 PM |
| Location | Harvard Stadium, 79 N Harvard St, Boston, MA |
| Admission | Ticketed Event |
| Parking | Available at Harvard Stadium, nearby lots |
With the Crimson starting their season on home turf, it’s bound to be an exciting matchup.
Harvard Stadium is known for its historic atmosphere, making it the perfect backdrop for a classic college football experience.
If you’re a fan of tailgating, this is your chance to join fellow Crimson fans to cheer for Harvard while enjoying the energy of the game day.
6. Bowling for Soup Concert
| Event Name | Bowling for Soup: 20th Anniversary of A Hangover You Don’t Deserve |
|---|---|
| Date | September 21, 2024 |
| Time | 7:30 PM |
| Location | Citizens House of Blues, 15 Lansdowne St, Boston, MA |
| Admission | Ticketed Event |
| Buy Tickets Here | Bowling for Soup Tickets |
| Parking | Street parking and nearby garages |
Along with the pop-punk band, you’ll also get to enjoy performances by Wheatus and Don’t Panic, making it a night packed with nostalgic, high-energy music.
Doors open at 6:30 PM, and the show kicks off at 7:30 PM.
If you’re a diehard fan, there are VIP Meet & Greet options available where you can meet the band, take photos, and enjoy an acoustic set before the show.[/su_note]
FAQs
Last Words
Boston is packed with exciting activities this weekend.
There’s plenty to do, from local festivals to live music and sports events.
It’s a great time to get out, explore, and enjoy what the city has to offer without missing a beat.
